Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise specializing in the research and development, manufacturing, and sales of fine chemicals. Headquartered in Jinan, Shandong, China, we are committed to delivering high-quality products to our global partners. Currently, over 90% of our products are exported to developed markets, including North America, Europe, Japan, South Korea, and the Middle East.
Product Description
7-Methoxy-1-tetralone (CAS: 6836-19-7), also known as 7-Methoxy-3,4-dihydro-2H-naphthalen-1-one, is an organic aromatic ketone belonging to the tetralone family. It appears as a white to beige or pale yellow crystalline powder, with a slight characteristic odor. This compound is chemically stable under normal conditions, serving as a key intermediate in pharmaceutical synthesis (e.g., the opioid analgesic drug (-)-Dezocine) and a research reagent in oncology and organic chemistry. It also exhibits significant antitumor activity by inhibiting cancer cell proliferation, suppressing migration, and inducing apoptosis of hepatocellular carcinoma (HCC) cells.
Uses
Pharmaceutical Intermediates:
A critical raw material for synthesizing pharmaceutical products, including the opioid analgesic (-)-Dezocine and agomelatine (an antidepressant). It also acts as an impurity reference standard for related pharmaceutical quality control.
Laboratory & Research Applications: Used in oncology research as a potential antitumor agent, as it can decrease the protein levels of NF-κB, matrix metallopeptidase 2 (MMP 2)/MMP 9, and p-Akt, and has shown antitumor activity in nude mice without affecting body weight or organ indices. It serves as a reagent in organic synthesis, spectral analysis, and as a reference standard in gas chromatography (GC)-based quality control.
Molecular Formula & Structure
- Molecular Formula: C??H??O?
- Molecular Weight: 176.21 g/mol
- IUPAC Name: 7-Methoxy-3,4-dihydro-2H-naphthalen-1-one
- Synonyms: 7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-one; 3,4-Dihydro-7-methoxy-1(2H)-naphthalenone;
- EINECS Number: 229-916-0
- MDL Number: MFCD00001696
- SMILES Code: COc1ccc2c(c1)CCCC2=O
- Chemical Structure: A bicyclic structure with a benzene ring fused to a cyclohexanone ring, featuring a methoxy group (-OCH?) at the 7-position and a ketone group (C=O) at the 1-position. This structure contributes to its reactivity in organic synthesis and its biological activities.
Physical & Chemical Properties
- Appearance: White to beige or pale yellow crystalline powder, with a slight characteristic odor.
- Density: 1.124 g/cm3 (predicted); Melting Point: 60.0–64.0 °C (lit.), with a reference value of 62 °C.
- Solubility: Slightly soluble in water; soluble in organic solvents such as chloroform, ethyl acetate, methanol, and benzene.
- Boiling Point: Not available; Flash Point: 145.8 ± 18.4 °C (est.).
- Stability: Stable under normal temperature and dry conditions; incompatible with strong oxidants and strong bases; avoid exposure to heat and moisture.
- Toxicity: Harmful if swallowed (GHS Hazard Statement H302); may cause skin irritation (H315) and serious eye irritation (H319); may cause respiratory irritation (H332, H335); proper protective measures are required during handling.
- Refractive Index: 1.549 (est.); LogP: 2.79 (est.); PSA: 26.30 ?2.
Synthesis & Storage
- Synthesis: Industrially and laboratory-prepared via multi-step organic synthesis, including continuous-flow synthesis which offers higher yield (up to 76.6%) and purity (up to 99%) compared to traditional batch operations. It can also be synthesized by treating 4-arylbutyryl azides or intermediate mixed carbonic anhydrides with polyphosphoric acid or aluminum trichloride.
- Storage: Sealed in airtight, light-proof containers; stored in a cool, dark place, preferably at 2–8 °C or below 15 °C; avoid moisture, heat, and direct sunlight; shelf life is 2 years under proper storage conditions.
- Safety: Operate in a well-ventilated fume hood; wear professional protective gear (nitrile gloves, goggles, lab coat, and appropriate respirator); avoid breathing dust, fume, or vapors; wash skin and eyes thoroughly after contact; avoid eating, drinking, or smoking during handling; keep out of reach of children.
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